Naramata Wineries - Vacation Rentals in Shenandoah Valley

Gay Street Inn From US $359
         

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8.7 (8 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Sugar Tree Inn From US $168
         

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7.9 (12 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
By The River`s Edge From US $204
         

7.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountain Roots Lodging From US $165
         

9.5 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Bear Meadows From US $282
         

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New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Dreamy Afton Cottage By Shenandoah Natl Park From US $189
         

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10.0 (1 Review)
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
Raspberry Retreat From US $308
         

New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Rustic Cabin with Mtn Views, Deck and Fire Pit! From US $189
         

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New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly

Luxury Places to Stay in Shenandoah Valley

Over 1339+ Luxury Places to Stay in or Near Shenandoah Valley
Westcott House- Privacy, amenities and space all in one beautiful package! From US $5,495
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Fish Trap cabin on the Shenandoah River From US $2,580
         

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9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Old Wagon Lodge Spacious Retreat WiFi & Hot Tub Theater Room From US $2,118
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountain Mojo Luxe Cabin Vibes From US $1,981
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Shenandoah Valley

Over 444+ Top-Rated Vacation Rentals with a Pool in or Near Shenandoah Valley
Mtn Views, Hot Tub, 2 Game Rms, Fire Pit, Pet Friendly, Top Mtn From US $667
         

Wine Country Modern Farmhouse on 10 Acres and Pool From US $1,798
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
In The Woods - 5 BR Chalet with Game Room, Fire Table and Hot Tub From US $1,022
         

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10.0 (2 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pet Friendly
Wintergreen springJacuzzifirepitpool access From US $461
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Family Getaway < 2 Mi to Massanutten Ski Lodge! From US $441
         

Cozy Mountain Song- Massanutten Mountain From US $372
         

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10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Wintergreen Condo w/Pool: Near Hike & Market! From US $185
         

Pet-Friendly Vacation Rentals in Shenandoah Valley

Over 642+ Pet-Friendly Vacation Rentals in or Near Shenandoah Valley
Quaint Mt Jackson Cottage with Sweeping Views! From US $152
         

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10.0 (1 Review)
House
  • Parking
  • Pet Friendly
  • Wheelchair Accessible
Shenandoah Seclusion-Wrap-Around Porch-Firepit From US $149
         

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4.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Appalachian Retreat on the Edge of Shenandoah Valley From US $113
         

Rita`s_Rapids From US $203
         

8.0 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Child Friendly
Luna`s_Landing From US $185
         

7.3 (4 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Internet
Colonial 3BR House with tub,Fast Wi-Fi next to The INN From US $300
         

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10.0 (12 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Farm living at it's best! From US $276
         

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10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Shenandoah Valley

Over 239+ Large Vacation Homes & Villas in or Near Shenandoah Valley
Elegant Afton Getaway Near Trails and Vineyards From US $655
         

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New
House
  • Parking
  • Wheelchair Accessible
  • Child Friendly
South Court Inn From US $259
         

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10.0 (30 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Stonegate From US $308
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
The Barn at Evermore: riverfront retreat w/hot tub From US $934
         

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10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Family-Friendly Massanutten Log Home w/Views! From US $422
         

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10.0 (4 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
Contemporary Mountain Holiday Home with Hot Tub From US $1,010
         

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10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • View

Wheelchair Accessible Vacation Homes in Shenandoah Valley

Over 217+ Wheelchair Accessible Vacation Homes in or Near Shenandoah Valley
Art House on Main From US $350
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
Eagle's Nest- A pet friendly cabin on the river! From US $548
         

10.0 (1 Review)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly
Iris Inn and Cabins From US $335
         

9.7 (3 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pet Friendly
Mountain Home Bed & Breakfast From US $151
         

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9.5 (209 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Mayhurst Estate From US $313
         

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9.5 (28 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
High Ridge cabin in the Blue Ridge Mountains From US $305
         

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9.5 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Hopkins Ordinary Bed, Breakfast and Ale Works From US $353
         

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9.0 (10 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly

Shenandoah Valley Vacation Rentals and Airbnb Places to Stay Under $200

Over 451+ Shenandoah Valley Vacation Rentals and Airbnb Places to Stay Under $200
VA Wine & Horse Country Cottage, Near UVA From US $114
         

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10.0 (5 Reviews)
House
  • Parking
  • Pet Friendly
  • Security/Safety
Bedford Cabin w/Porch, 5 Mi to Historic District! From US $84
         

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10.0 (5 Reviews)
House
  • Parking
  • Security/Safety
  • Spa
Suite Maharaja From US $97
         

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • View
  • Security/Safety
Great for Families! Woodsy Cabin in Lost City From US $179
         

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10.0 (2 Reviews)
House
  • Parking
  • Security/Safety
  • Sports/Activities
3 Bedroom Home in Luray Near Shenandoah and Luray Caverns From US $199
         

Cozy Home in Star Tannery w/Private Backyard! From US $185
         

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10.0 (1 Review)
House
  • Parking
  • Balcony/Terrace
  • Security/Safety
The Dugout From US $185
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
The Zenith From US $180
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety

About Shenandoah Valley Vacation Rentals

With more than 1348 Shenandoah Valley vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Shenandoah Valley.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Naramatawineries Shenandoah Valley, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Shenandoah Valley. Places to stay near Shenandoah Valley are 1367.74 ft² on average, with prices averaging US $346 a night.

Naramatawineries makes it easy and safe to find and compare vacation rentals in Shenandoah Valley with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Shenandoah Valley

Type Count
Vacation Homes 891
Hotels 279
Holiday Apartments 76
Ski Chalet Rentals 41
B&B 20
Villas 13
Cabin Rentals 10
Resorts 10
Others 8

Use these Quick Filters to Find a Vacation Rental in Shenandoah Valley

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Shenandoah Valley.

Weather in Shenandoah Valley

View the weather forecast for Shenandoah Valley before booking your Shenandoah Valley Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Shenandoah Valley Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Shenandoah Valley?

There are a lot of options in Shenandoah Valley. If you plan on staying in the Shenandoah Valley area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Shenandoah Valley:

How many vacation rentals are available in Shenandoah Valley?

Currently, the total number of properties listed in 2026 is over 1348 in the Shenandoah Valley area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Shenandoah Valley.